Downtown Winchester, Virginia

Discover shopping, dining, and accommodation in downtown Winchester.

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ShopDowntown.org Discount Card Program

The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.

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Hotels

Fairfield & Suites by Marriott Winchester

250 Front Royal Pike

Winchester, Virginia

Hampton Inn Winchester-University/Mall Area

1655 Apple Blossom Dr

Winchester, Virginia

Americas Best Value Inn

2649 Valley Ave

Winchester, Virginia

Holiday Inn Express Hotel & Suites Winchester

142 Foxridge Ln

Winchester, Virginia

Hilton Garden Inn Winchester

120 Wingate Drive

Winchester, Virginia

Travelodge - Winchester

160 Front Royal Pike

Winchester, Virginia

Sleep Inn & Suites

140 Costello Dr

Winchester, Virginia

Hampton Inn - Winchester N/Convention Center

1204 Berryville Avenue

Winchester, Virginia

Econo Lodge North

1593 Martinsburg Pike

Winchester, Virginia

Wingate by Wyndham - Winchester

150 Wingate Dr

Winchester, Virginia

TownePlace Suites by Marriott Winchester

170 Getty Ln

Winchester, Virginia

Country Inn & Suites By Carlson, Winchester, VA

141 Kernstown Commons Blvd

Winchester, Virginia

Candlewood Suites Winchester

1135 Millwood Pike

Winchester, Virginia

Comfort Inn Winchester

1601 Martinsburg Pike

Winchester, Virginia

Red Roof Inn Winchester, VA

991 Millwood Pike

Winchester, Virginia

BEST WESTERN LEE JACKSON INN

711 MILLWOOD AVE

Winchester, Virginia

Courtyard by Marriott Winchester

300 Marriott Drive

Winchester, Virginia

Aloft Winchester

1055 Millwood Pike (Rt. 50 East)

Winchester, Virginia

Holiday Inn Winchester Se-Historic Gateway

333 Front Royal Pike

Winchester, Virginia

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St

Winchester, Virginia

Super 8 Winchester Va

1077 Millwood Pike

Winchester, Virginia

Hotel Tips

Always announce during booking if the trip is for a special event, anniversary or reunion. Group rates can be pre-negotiated and you may qualify for a lower cost and better upgrades for your stay. If you are the one setting up the event, always work directly with the front desk manager to make sure the best service is offered to your party.

Not all online booking systems are fully integrated with hotel reservations systems so there is a chance that smaller hotels are hand entering your stay from a fax machine which leaves room for errors. Book directly with hotel to avoid any problems and ask for a price match if you find a better price online.

Ask to be placed opposite of any roadways. Road noise can be a constant source of pollution which may not be a noticeable problem during the day but reveals itself at night. Don't be afraid to request a room change to get a better sleep.

Things To Do

Winchester brings musicians together and finding your local musical instrument shop can be a great way to get to try new and used guitars. Be sure to start your search downtown if you are looking to upgrade, trade-in or add to your collection.

Winchester brings the farming community under one marketplace to offer an assortment of locally grown fruit and vegetables. Traditionally, markets are restricted to anything grown so you can expect to see natural whole foods that are sure to please those working on their plant-based diets!

Winchester hosts several events per year for your listening enjoyment but visit your piano shop to learn how to play and possibly purchase your grand, upright or digital piano. Don't forget the specialty work involved such as tuning and moving which are performed by skilled technicians.

Why Do You Love Downtown?

Channal Styers

Will be my first visit taking Easter train ride on Saturday to Watertown super excited see what in this great town!

Dawnmarie Hatfield

We love supporting local businesses wherever we visit.

Erin Lawless

The shops and bakery make it an appealing destination for people who want to keep small businesses going by enjoying those shops as well

Don Nguyen

Am new to Cedar Park from California, would like to get a discount card and begin exploring Cedar Park.

Paul

I just love the small town vibe.

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